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(R)-(-)-DTBM-SEGPHOS®
(CAS RN:566940-03-2 Product Number:D4501)

Structure

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(R)-(-)-DTBM-SEGPHOS(regR)
Synonym (R)-(-)-5,5'-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole
Synonym (R)-(-)-4,4'-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-3,3'-bi(1,2-methylenedioxybenzene)

General Information

Product Number D4501

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Purity/Analysis Method >99.0%(HPLC)
Storage Temperature
M.F. / M.W. C74H100O8P2=1179.55
CAS RN 566940-03-2
Related CAS RN
MDL Number MFCD09753003
Packaging and Container

Notes

This product was merchandised under the technical tie-up with TAKASAGO INTERNATIONAL CORPORATION. SEGPHOS® is a registered trademark of TAKASAGO INTERNATIONAL CORPORATION.
We offer this product only in quantities for laboratory use.
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Specification

Purity(HPLC) min. 99.0 area%
Optical purity(LC) min. 99.0 ee%

Data of Reference

ee >99.0%(HPLC)

References

PubChem SID 253659924

Application

Rh-catalyzed endo- and Enantioselective Hydroacylation of o-Allylbenzaldehydes

B1045,D4501

Typical Procedure:
In a nitrogen-filled dry box, the appropriate o-allylbenzaldehyde (0.20 mmol, 1.0 eq.), [Rh(COD)Cl]2 (2.5 mg, 0.0050 mmol, 0.025 eq.), (R)-DTBM-SEGPHOS® (11.8 mg, 0.010 mmol, 0.050 eq.), NaBARF (8.9 mg, 0.010 mmol, 0.050 eq.), and anhydrous 1,4-dioxane (1 mL) are added to a 1-dram vial. The vial is sealed with a PFTE/silicone-lined septum cap and removed from the dry box. The reaction mixture is heated to 100 °C and allowed to stir at this temperature until the reaction is judged to be complete by TLC analysis. The mixture is cooled to room temperature, filtered through a pad of silica gel (eluting with EtOAc), and concentrated under reduced pressure. The crude reaction mixture is purified by flash column silica gel chromatography (hexane/EtOAc or hexane/Et2O) to yield the corresponding products.

References

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